1,2-Dichloroethane → N-(6-Chloromethyl-3,4-methylenedioxyphenethyl) acetamide
Reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:15]=[CH:14][C:13]2[O:12][CH2:11][O:10][C:9]=2[CH:8]=1)(=[O:3])[CH3:2].C=O.Cl.C(Cl)[CH2:20][Cl:21]>>[Cl:21][CH2:20][C:15]1[C:7]([CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:8][C:9]2[O:10][CH2:11][O:12][C:13]=2[CH:14]=1Participants
5
Procedure
In a 100 ml round-bottom flask provided with a stirrer, thermometer, gas inlet tube, and a condenser were placed 4.12 g of N-acetyl-homopiperonylamine (0.02 mole), 2.1 g of 37% formaldehyde solution, and 50 ml of ethylene chloride. The mixture was cooled to 3° and hydrogen chloride passed into the stirred mixture. After about 15 minutes a thick paste of crystals had formed. At this point, another 2.1 g of 37% formaldehyde was added and the mixture allowed to stir until all the solid had dissolved. The solution was then poured into ice water and the lower ethylene chloride layer separated, washed three times with water, then dried. The clear ethylene chloride solution was freed of solvent in the rotary evaporator, leaving the above-named product as a crystalline solid. After recrystallization from acetone, the solid melted at 116.5°-122°.